Acetate → 6-Cyclopropylpyridine-3-carbonitrile

HRID 955366Notes

Reaction equation

HRID 955366 reaction equation
[Br:1][c:2]1[n:3][cH:4][c:5]([C:8]#[N:9])[cH:6][cH:7]1.[CH3:43][c:44]1[cH:45][cH:46][cH:47][cH:48][cH:49]1.[CH:10]1([B:13]([OH:14])[OH:15])[CH2:11][CH2:12]1.[CH:24]1([P:25]([CH:26]2[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31]2)[CH:32]2[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37]2)[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42]1.[K+:21].[K+:22].[K+:23].[O-:52][C:53]([CH3:54])=[O:55].[O-:56][C:57]([CH3:58])=[O:59].[OH2:50].[P:16]([O-:17])([O-:18])([O-:19])=[O:20].[Pd+2:51]>>[c:2]1([CH:10]2[CH2:11][CH2:12]2)[n:3][cH:4][c:5]([C:8]#[N:9])[cH:6][cH:7]1

Participants

10

Reactant 9

HCID 175Acetate2×HCID 813Potassium Cation3×HCID 962WaterHCID 1061PhosphateHCID 1140TolueneHCID 75806TricyclohexylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 2760897Cyclopropylboronic acidHCID 50057186-Bromopyridine-3-carbonitrile

Product 1

HCID 544661326-Cyclopropylpyridine-3-carbonitrile

Sources & evidence

ORD record
ord-463409bebad24cd087f5f6080c73cbf9
Source dataset
Validation data from https://doi.org/10.1039/C8SC04228D

Reaction notes

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